The compound shown is stirred with aqueous $NaOH$ at room temperature and the mixture is then acidified with dilute $HCl$ . Which structure is the final organic product?

AStructure A
BStructure B
CStructure C
DStructure D

Answer: B

Three nitro groups, two ortho and one para to chlorine, activate nucleophilic aromatic substitution so strongly that hydrolysis occurs at room temperature. The initial product is sodium 2,4,6-trinitrophenoxide, and acidification gives 2,4,6-trinitrophenol (picric acid). The dinitrophenol would need loss of a nitro group, the amine needs ammonia, and trinitrobenzene needs a reducing agent.

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The compound shown is stirred with aqueous NaOH at room temperature and the mixture is then acidified with dilute HCl. Which structure is the final organic product?

Answer: B

More questions on Aryl halide reactivity and monochlorination product counts

The compound shown is stirred with aqueous $NaOH$ at room temperature and the mixture is then acidified with dilute $HCl$ . Which structure is the final organic product?